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Pyrimidines. XXI. 1‐(Tetrahydro‐2‐furyl)pyrimidines
Author(s) -
Noell C. Wayne,
Cheng C. C.
Publication year - 1968
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570050104
Subject(s) - chemistry , cytosine , pyrimidine , combinatorial chemistry , uracil , stereochemistry , dna , biochemistry
Abstract A number of 1‐(tetrahydro‐2‐furyl)uracils, cytosines and related compounds were synthesized by a modified Hilbert‐Johnson method from 2‐chlorotetrahydrofuran and the corresponding 2,4‐dimethoxypyrimidines. The relative stability in acid of tetrahydrofuryl and tetrahydropyranyl moieties in compounds of this type was discussed. 2‐Oxo‐4‐methoxy‐1,2‐dihydropyrimidine, a compound which has been erroneously reported, has now been prepared and its structure confirmed by conversion into cytosine.